Destination guide

Historical St. Michaels will entice you

The area's museums and history are just some of the reasons to come on holiday to St. Michaels. Well known for its boating, seafood restaurants and shopping, this romantic city won't disappoint. William Paca House and Maryland State House are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.


Activities and attractions in St. Michaels

Do you want to find attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes St. Michaels a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • St. Michaels Winery (0.4 mi / 0.6 km)
  • Hog Neck Golf Course (9.4 mi / 15.1 km)
  • Queenstown Harbor Golf Club (14.4 mi / 23.1 km)
  • U.S. Naval Academy Golf Club (19.4 mi / 31.2 km)
Natural features

Exploring the natural landscape of St. Michaels

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, St. Michaels is a great place to spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Kent Island (12 mi / 19.4 km)
  • Great Marsh Park (16 mi / 25.7 km)
  • Shadyside Park (16.2 mi / 26.1 km)
  • Bill Burton Fishing Pier State Park (16.7 mi / 26.9 km)
  • Long Wharf Park (16.7 mi / 26.9 km)
  • Maryland Quiet Waters Park (18.2 mi / 29.3 km)
How to get there

Transport to and around St. Michaels

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 8.8 mi (14.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Fort Meade, MD (FME-Tipton), which is 35.5 mi (57.2 km) away.

How many holiday rentals are available around Saint Michaels?

Our 2020 accommodation listings offer a large selection of 153 holiday lettings around Saint Michaels. From 95 houses to 31 cottages, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What is the best area to stay when travelling to Saint Michaels?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Saint Michaels:

  • Homewood: 37 holiday homes
  • Historic District: 72 holiday homes
  • Eastport: 97 holiday homes
  • West Annapolis: 18 holiday homes
  • Murray Hill: 67 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Saint Michaels? offers a large selection of holiday accommodations near great places in Saint Michaels. From travellers, the most popular points of interest to stay near are:

  • Chesapeake Bay Maritime Museum: 352 holiday lettings
  • St. Michaels Winery: 339 holiday lettings
  • St. Michaels Museum: 340 holiday lettings
  • Pickering Creek Audubon Center: 207 holiday lettings
  • Dorchester County Visitors Center: 177 holiday lettings

But there are many other points of interest around Saint Michaels listed on where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Saint Michaels?

Yes, of course. offers 95 Houses in Saint Michaels. Our other popular types of Saint Michaels holiday rentals include:

  • Cottages: 31 self catering accommodations
  • Cabins: 31 self catering accommodations
  • Bungalows: 31 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Flats and more.

Can I find a holiday accommodation with pool in Saint Michaels?

Yes, you can select your preferred holiday accommodation with pool among our 75 holiday homes with pool available in Saint Michaels. Please use our search bar to access the selection of holiday rentals available.

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